(5S,5aR,8aR,9S,9aS)-9,9a-dihydroxy-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one

Details

• Internal ID: afcd56af-d10f-44f8-b766-33daf14eba33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5S,5aR,8aR,9S,9aS)-9,9a-dihydroxy-5,7,7-trimethyl-5,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one
• InChI: InChI=1S/C15H22O4/c1-8-4-11-13(17)19-7-15(11,18)12(16)10-6-14(2,3)5-9(8)10/h4,8-10,12,16,18H,5-7H2,1-3H3/t8-,9-,10-,12+,15-/m1/s1
• InChI Key: AMJWETXZSCUEDM-JJVNNYQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.5485	54.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7309	73.09%
P-glycoprotein inhibitior	-	0.9238	92.38%
P-glycoprotein substrate	-	0.8160	81.60%
CYP3A4 substrate	+	0.5602	56.02%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8045	80.45%
CYP2C9 inhibition	-	0.6983	69.83%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.6355	63.55%
CYP2C8 inhibition	-	0.9444	94.44%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5198	51.98%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9782	97.82%
Skin irritation	-	0.5669	56.69%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6138	61.38%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6584	65.84%
Acute Oral Toxicity (c)	III	0.4428	44.28%
Estrogen receptor binding	-	0.5205	52.05%
Androgen receptor binding	-	0.5145	51.45%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	-	0.6817	68.17%
PPAR gamma	-	0.6877	68.77%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.70%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.81%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.53%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.11%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.98%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.76%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.75%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162909111
• LOTUS: LTS0267147
• wikiData: Q104914683